Jacobson's Mom * Part 3 of 3
My assignment is clear. I need to recreate this scene for Jake as best I can, so he has the chance to live out his ultimate fantasy. I'm realizing though that I probably should've gathered more information from this 18-year-old virgin before I sent him out into the hallway completely naked, because there are a lot of details I'm still pretty hazy on. It's fine though, as I think I have enough to go off of, as I already have a general sense of what he and his mom are like.
Anyway, here's what I do know. I know Jake would peer through the crack of his mother's bedroom, and watch her masturbate with a vibrator. He would stand there and spy on her, while she would bring herself to orgasm, and then he'd retreat back to his own bedroom once she was done. So that's what we're going to try and recreate here, with the obvious caveat being that I'm expecting our version to have a different ending.
The good news is, not only do I know the specific toy that Jake's mom would use on herself, but as luck would have it, I actually own the exact same vibrator! So that part is easy.
One thing I don't know, because I never asked, is what his mom would typically wear while doing this. From the bits and pieces Jake's told me about her, I find it hard to believe that she'd wear a thong to bed, like I currently have on. Jake has mentioned that his mom never seemed to date, so I'm going to go out on a limb and assume her typical choice of underwear is probably more practical than sexy. Which is fine, as I have a simple pair of white cotton undies I can easily change into.
As I start undressing in my closet, with Jake still patiently waiting out in the hallway like a child doing a timeout, I start thinking about what else I should wear. Maybe I should put on like a simple, oversized t-shirt? That seems like something comfortable for Jake's mom to sleep in night after night, so that's probably appropriate. Okay, so I think I'll go with those two pieces of clothing, cotton undies and a t-shirt. No bra.
Now you're probably wondering why I'm stressing so much over these seemingly minor details, but it's simple. I want to make this scene as hot as possible for Jake. He confided in me such a personal thing, that he has sexual feelings towards his own mother, and while it was quite shocking to hear that initially, I've come to realize that his act of confessing is definitely a huge turn on for me. I love that I know his deepest, darkest, secrets. And in some weird way, it's almost like I want to reward him for telling me them.
I kind of also like the challenge of it. I like trying to recreate a scene that is true and representative of how he and his mom actually interact with one another, while also making it as hot as possible for Jake. The trouble is, without much information, I'm going to have to improvise a lot of it. But the good news is, Jake seems to be pretty satisfied with how our roleplay has gone thus far, so I think I'm doing something right!
Okay, it's time to finish getting ready here. I already picked out the perfect t-shirt, as the baggiest shirt I own also happens to be one I got as a Mother's Day present many years ago from my own son, that says "Let's Taco 'Bout How Great a Mom You Are" with a picture of a giant cartoon taco. I figure it's an appropriate thing to wear given our mother-son roleplay, despite it being corny as shit. Ha, that in itself was a pun, given the corn shell on the taco! :P
Anyhoo, the only thing left to change is my underwear. But as I take down the black thong I had put on earlier tonight when I had been dressing to impress, I can't help but notice how much of a flood zone it is down there. Holy shit.
I honestly can't remember the last time I was this wet! I'm sure it's the result of everything that's gone on over the past hour with Jake. From the initial premature ejaculation incident, to the bath, to all the licking and fingering of his tight, little sexy 18-year-old asshole, to finally getting the chance to engulf that undersized, but engorged penis of his. I think this whole time I've been getting more and more turned on, and now I'm simply overflowing with desire, both literally and figuratively.
As I remove my underwear, I can even see the trail of my own cum stretch along with it as I pull the garment down. At first, I think about giving myself a thorough wipe, just so I can start anew with the clean pair of cotton undies, but then I reconsider. I actually think it's a good thing for Jake to see his mom as wet as possibly, so instead I carefully swap out my underwear while retaining as much of my natural lubrication as I can. I definitely think that's the way to go.
Alright, let's do this!
As I climb up onto my bed, for a moment I contemplate about whether it would be more accurate for me to be under or over the covers, you know to be true to how Jake's mom would actually masturbate. But then I realize there's probably a limit as to how important these minor details are, so I'm just not going to worry about it. In other words, I'm going to settle in on top of the covers, and I'm also going to leave the lights on, because I just want Jake to be able to see as much of me as possible.
So I get myself into position. I lie my head back onto my pillow, pull my taco t-shirt up just enough, and then I raise my knees and spread my legs open. And then for the final piece of the puzzle, I pick up my trusty, white vibrator and get it ready to go.
Now one other difference between this scene and the one Jake described from his own house, is that my bed is oriented differently in relation to the door. Jake had talked about how his mom would leave her door open just a crack, but that he was able to watch her through that space. With my bedroom, that's simply not possible. It seems like Jake has already realized this, as he left my door completely open when he went out into the hallway. But again, who really cares if it's not 100% accurate.
Speaking of Jake in the hallway though, I actually can't see him despite the door being wide open, and I also haven't heard a peep out of him, either. I have to assume he's still out there though, right? Standing there all naked, nervous and excited, with his tiny, little penis hanging out, probably still a little droopy from coming twice tonight already!
It would be kind of funny though if he just panicked, had second thoughts, and got the fuck out of here while I was busy changing. I'm guessing that didn't happen though. :P
Actually, scratch that. I'm pretty damn sure he didn't leave because all of his cum-covered clothes are still in my washing machine! Ha. Nevermind. But that reminds me, I probably should move those over to the dryer at some point, but I'm definitely not bothering with that right now.
Okay, it's go time. With my legs still spread, I slowly turn the bottom of the vibrator until I feel the battery-powered device come to life. I actually don't crank it up all the way, but I turn in on just enough to where I'm confident Jake will be able to hear it from the hallway. And so after taking one last glance at my open doorway, I exhale loudly, close my eyes and place the whirring phallic-shaped device directly onto the cotton fabric covering my clit.
Ohhhh, fuck this feels good. In fact, this is amazing. Holy shit, did I need this! I mean seriously, I probably need to come up with a different plan here, because I'm going to orgasm in a matter of seconds if I keep this vibrator pressed against my clit like this. And as great as that would feel in the moment, I definitely don't want to come just yet.
So I actually take my vibrator and move it away from my vagina and instead start slowly tracing it up and down my thighs. As I do this, my curiosity gets the best of me and I open my eyes ever so slightly to see if young Jacob has appeared at my door, yet. But to my surprise, he hasn't.
I feel like I need to know when he finally does show up, so you know what I do? I do that thing where you squint your eyes and leave them open just the tiniest amount where you can sort of see out between your eyelashes, but it still looks like your eyes are closed to someone else.
And then I move my vibrator back to my clit, and it feels fucking amazing, so I move it away again. Rinse, repeat, I do this a few times.
Still no sign of Jake, though. Fuck it, maybe for some reason he can't hear the device, so I'm cranking this baby all the way up. Doing this does make it noticeably louder, but it also makes the vibrations almost too intense, so now I'm no longer touching myself with it at all, and instead just kind of holding it above my crotch.
And then through my squinted eyes, I see it. Finally! Jake's head is ever so slightly popping out from behind the right side of the door frame, and he looks so fucking adorable.
Ha, I wonder if he really couldn't hear the vibrator at first, and cranking it up is what did it? It's like the bat signal wasn't initially bright enough I guess. :P
Well, who cares, because Batman is here now! Although, to be honest, Jake is definitely more of a Robin than a Dark Knight, ha, but that's okay.
I mean, sometimes you want to get wined, dined, and sixty-nined by a dapper Bruce Wayne. And that can be great and all. But other times, it can be appealing to be the one in charge. You know, where you find your own little Robin, and not only do you get to take his virginity and own it forever, but you get to show that shy Boy Wonder a world of pleasure that he never even knew existed. And if you do that, you can be confident that he's going to remember you for the rest of his life, which is an amazing thing to think about.
You know what's less amazing? Jake just standing there peeking out from the behind the doorway. Why won't he just come in? I don't want to have to call him in. I want him to creep up on me while I pretend my eyes are still closed, and then I'm going to open them up and act all surprised that he's standing there right in front of me. Is that too much to ask?
On top of that, I'm kind of losing interest in this vibrator. I'm still at the point where holding it against my clitoris is too much stimulation, but running it along my thigh is not enough. You know what I want? I want his warm mouth wrapped around my clit, not some cold, hard piece of plastic pressed into it. Come on, Jake, get the fuck in here already!
I will tell you one thing though, even through my squinted eyes, it's notable how small and cute Jake appears out there in the hallway. It's just his head poking out, as that's the only part of him I can see, but he looks so short! Maybe he's leaning over though?
